Name: Demetri Wiley: A Loverboy’s Soundtrack
Start: 2025-07-27T00:15:00.000Z
End: 2025-07-27T01:45:00.000Z
Location: The Den Theatre Chicago

Demetri Wiley is an independent force—a Chicago-born artist, podcaster, and storyteller who turns pain into purpose. Raised on the West Side in a music-loving family, he began performing at just eight years old, channeling icons like Michael Jackson in school talent shows. That early passion laid the foundation for his signature sound—a soulful fusion of R&B, rap, and raw vulnerability.

Through tracks like “Broken Prayers” and “Lost Loverboy,” Demetri explores love, mental health, fatherhood, and emotional healing with unflinching honesty. A survivor of depression and a devoted father, he found new purpose in fatherhood and creative expression—using his platform to share not just music, but meaningful conversations.

As the host of the Lost Loverboy Podcast, he dives into topics like emotional intelligence, heartbreak, and personal growth—building a community of listeners who see themselves in his journey. Whether through music, podcasting, or creative production, Demetri is committed to being real, evolving out loud, and helping others heal in the process.

From the heart of Chicago to wherever healing matters, Demetri Wiley is more than an artist—he’s a mirror for anyone learning to love, feel, and grow.

VIP Ticket Holders will be able to take place in a pre-show Meet and Greet starting at 6pm.

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Demetri Wiley: A Loverboy’s Soundtrack

Regular Seating

Obstructed View

VIP Seating & Meet and Greet

Mezzanine Seating

Front Row VIP & Meet and Greet

Please use your original ticket for entry. If you need it re-sent to you, please contact our Box Office.

Take a look at some of our tips and reminders below in preparation for your upcoming show!We do not offer any refunds or exchanges. All sales are final.

Tickets suspected of being purchased for the sole purpose of reselling will be canceled at The Den Theatre's discretion. Our theater is located at 1331 N. Milwaukee Ave in Chicago. Parking can be difficult; please allow ample time for travel and parking. All lots and street parking are city owned and operated. Please read parking signs carefully. The Den is not responsible for violations received for parking. For detailed information on parking and public transit routes, click here.Most of our shows do not allow or have very limited late seating. If you do not show up on time for a show, you may not be allowed entry. We strongly encourage you to plan to arrive 30 minutes prior to the start time to ensure you avoid any issues with seating. The detailed Terms and Conditions of all ticket purchases can be found here.Prepare for your visit with us:All Heath Mainstage show have a 2 item minimum.Will Call tickets will be held at the box office to be picked up the night of the event, beginning 2 hours before showtime.Have your barcoded E-Tickets out and ready to scan before entering the theatre space.All tickets are subject to expire 15 minutes after showtime. If you are running late or think you will arrive later than 15 minutes after showtime, please call the box office at (773) 697-3830 to let them know.Late arrivals are not guaranteed seats and not entitled to a refund.All guests entering the Den are subject to a security check.Weapons (including those with a carry permit) are prohibited from the theatre space.Showtimes are subject to change. In the rare event that a show is canceled or rescheduled, The Den Theatre will contact you via email and it is the ticket holder's responsibility to respond accordingly to the presented options.For our detailed venue policies please check our FAQ.If you have any questions or need clarification prior to your performance, you can contact us by phone at (773) 697-3830 or by email at boxoffice@thedentheatre.com.

Tickets suspected of being purchased for the sole purpose of reselling will be canceled at The Den Theatre's discretion. Our theater is located at 1331 N. Milwaukee Ave in Chicago. Parking can be difficult; please allow ample time for travel and parking. All lots and street parking are city owned and operated. Please read parking signs carefully. The Den is not responsible for violations received for parking. For detailed information on parking and public transit routes, click here.Most of our shows do not allow or have very limited late seating. If you do not show up on time for a show, you may not be allowed entry. We strongly encourage you to plan to arrive 30 minutes prior to the start time to ensure you avoid any issues with seating. The detailed Terms and Conditions of all ticket purchases can be found here.Prepare for your visit with us:All Heath Mainstage show have a 2 item minimum.Will Call tickets will be held at the box office to be picked up the night of the event, beginning 2 hours before showtime.Have your barcoded E-Tickets out and ready to scan before entering the theatre space.All tickets are subject to expire 15 minutes after showtime. If you are running late or think you will arrive later than 15 minutes after showtime, please call the box office at (773) 697-3830 to let them know.Late arrivals are not guaranteed seats and not entitled to a refund.All guests entering the Den are subject to a security check.Weapons (including those with a carry permit) are prohibited from the theatre space.Showtimes are subject to change. 

In the rare event that a show is canceled or rescheduled, The Den Theatre will contact you via email and it is the ticket holder's responsibility to respond accordingly to the presented options.For our detailed venue policies please check our FAQ.

If you have any questions or need clarification prior to your performance, you can contact us by phone at (773) 697-3830 or by email at boxoffice@thedentheatre.com.

Demetri Wiley: A Loverboy’s Soundtrack

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The Den Theatre Chicago LLC

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